Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction

Detalhes bibliográficos
Autor(a) principal: Viana, Maria S.
Data de Publicação: 2023
Outros Autores: Gomes, Clara S. B., Rosa, Vítor
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10362/152218
Resumo: Funding Information: The authors acknowledge LabRMN at FCT-UNL and Rede Nacional de RMN (RNRMN) for access to the facilities. The NMR spectrometers are part of The National NMR Facility, supported by FCT (ROTEIRO/0031/2013—PINFRA/22161/2016) (co-financed by FEDER through COMPETE 2020, POCI, and PORL and FCT through PIDDAC). Data Mass Spectrometry obtained by the Laboratório de Análises/LAQV REQUIMTE—Chemistry department FCT University NOVA of Lisbon. The SCXR determinations were performed in house (equipment financed by national funds through project RECI/BBBBEP/0124/2012 from FCT/MCTES). Publisher Copyright: © 2023 by the authors.
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spelling Heteroleptic Copper Complexes as Catalysts for the CuAAC ReactionCounter-Ion Influence in Catalyst Efficiency1,2,3-triazolearyl-BIAN ligandsCuAACheteroleptic copper(I) complexesCatalysisEnvironmental Science(all)Physical and Theoretical ChemistryFunding Information: The authors acknowledge LabRMN at FCT-UNL and Rede Nacional de RMN (RNRMN) for access to the facilities. The NMR spectrometers are part of The National NMR Facility, supported by FCT (ROTEIRO/0031/2013—PINFRA/22161/2016) (co-financed by FEDER through COMPETE 2020, POCI, and PORL and FCT through PIDDAC). Data Mass Spectrometry obtained by the Laboratório de Análises/LAQV REQUIMTE—Chemistry department FCT University NOVA of Lisbon. The SCXR determinations were performed in house (equipment financed by national funds through project RECI/BBBBEP/0124/2012 from FCT/MCTES). Publisher Copyright: © 2023 by the authors.A series of nine cationic heteroleptic aryl-BIAN-copper(I) (BIAN = bis-iminoacenaphthene) complexes with the general formula [Cu((E-C6H4)2BIAN)(PPh3)2][X] (E = p-Me, p-iPr, o-iPr; X = BF4, OTf, NO3) 1X–3X were synthesized and fully characterized using several analytical techniques, including NMR spectroscopy and single-crystal X-ray diffraction. Except for complexes 2BF4 and 3BF4, which were already reported in our previous works, all remaining complexes are herein described for the first time. Two different strategies were used for the preparation of the complexes: complexes bearing BF4− or OTf− counter-ions (1BF4, 1OTf, 2OTf, and 3OTf) were obtained using the appropriate copper(I) precursors [Cu(NCMe)4][BF4] or [Cu(NCMe)4][OTf], whereas for derivatives 1NO3–3NO3, [Cu(PPh3)2NO3] was used. Their activity as catalysts for the copper azide-alkyne cycloaddition (CuAAC) was assessed alongside other high activity, previously reported Cu(I) complexes. Comparative studies to determine the influence of the counter-ion and of the aryl substituents were performed. All complexes behaved as active catalysts under neat reaction conditions, at 25 °C and in short reaction times without requiring the use of any additive, with complex 2NO3 being the most efficient derivative, along with other NO3−-bearing complexes.DQ - Departamento de QuímicaLAQV@REQUIMTEUCIBIO - Applied Molecular Biosciences UnitRUNViana, Maria S.Gomes, Clara S. B.Rosa, Vítor2023-04-27T22:19:24Z2023-02-102023-02-10T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article18application/pdfhttp://hdl.handle.net/10362/152218eng2073-4344PURE: 59490100https://doi.org/10.3390/catal13020386info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-03-11T05:34:34Zoai:run.unl.pt:10362/152218Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:54:50.248972Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction
Counter-Ion Influence in Catalyst Efficiency
title Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction
spellingShingle Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction
Viana, Maria S.
1,2,3-triazole
aryl-BIAN ligands
CuAAC
heteroleptic copper(I) complexes
Catalysis
Environmental Science(all)
Physical and Theoretical Chemistry
title_short Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction
title_full Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction
title_fullStr Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction
title_full_unstemmed Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction
title_sort Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction
author Viana, Maria S.
author_facet Viana, Maria S.
Gomes, Clara S. B.
Rosa, Vítor
author_role author
author2 Gomes, Clara S. B.
Rosa, Vítor
author2_role author
author
dc.contributor.none.fl_str_mv DQ - Departamento de Química
LAQV@REQUIMTE
UCIBIO - Applied Molecular Biosciences Unit
RUN
dc.contributor.author.fl_str_mv Viana, Maria S.
Gomes, Clara S. B.
Rosa, Vítor
dc.subject.por.fl_str_mv 1,2,3-triazole
aryl-BIAN ligands
CuAAC
heteroleptic copper(I) complexes
Catalysis
Environmental Science(all)
Physical and Theoretical Chemistry
topic 1,2,3-triazole
aryl-BIAN ligands
CuAAC
heteroleptic copper(I) complexes
Catalysis
Environmental Science(all)
Physical and Theoretical Chemistry
description Funding Information: The authors acknowledge LabRMN at FCT-UNL and Rede Nacional de RMN (RNRMN) for access to the facilities. The NMR spectrometers are part of The National NMR Facility, supported by FCT (ROTEIRO/0031/2013—PINFRA/22161/2016) (co-financed by FEDER through COMPETE 2020, POCI, and PORL and FCT through PIDDAC). Data Mass Spectrometry obtained by the Laboratório de Análises/LAQV REQUIMTE—Chemistry department FCT University NOVA of Lisbon. The SCXR determinations were performed in house (equipment financed by national funds through project RECI/BBBBEP/0124/2012 from FCT/MCTES). Publisher Copyright: © 2023 by the authors.
publishDate 2023
dc.date.none.fl_str_mv 2023-04-27T22:19:24Z
2023-02-10
2023-02-10T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10362/152218
url http://hdl.handle.net/10362/152218
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 2073-4344
PURE: 59490100
https://doi.org/10.3390/catal13020386
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 18
application/pdf
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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